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Check availability on Pittsfield Pet-Friendly Hotels

Our top choices for Pittsfield pet-friendly hotels

Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (555 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is ฿2,293
฿4,488 total
includes taxes & fees
19 Jan - 20 Jan
Sleep Woodstock Motel
BBQ/picnic Area

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (367 reviews)
"Friendly staff, clean, very comfortable room."
United States
Jennifer
The price is ฿3,083
฿3,360 total
includes taxes & fees
8 Feb - 9 Feb
My Place Hotel-Randolph VT
Property grounds

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (908 reviews)
"Wonderful place to stay!"
United States
Robin
The price is ฿3,882
฿4,611 total
includes taxes & fees
19 Jan - 20 Jan
The Shire Woodstock
Front of property

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (576 reviews)
"Clean room and staff was wonderful upon check in "
United States
Kaitlyn
The price is ฿3,762
฿4,138 total
includes taxes & fees
19 Jan - 20 Jan
Brandon Inn
Front of property

Cortina Inn

Cortina Inn
3.0 star property
Rutland
6.6 out of 10, (674 reviews)
"Very quiet and comfortable stay."
United States
James
The price is ฿3,114
฿3,425 total
includes taxes & fees
1 Feb - 2 Feb
Cortina Inn
Lobby

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (389 reviews)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is ฿3,079
฿3,387 total
includes taxes & fees
21 Jan - 22 Jan
Middlebury Sweets Motel
Exterior

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (988 reviews)
"Room was very clean. Staff was very kind, professional. Will most likely stay here again."
United States
Bob
The price is ฿4,746
฿5,221 total
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn Rutland
Exterior

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,003 reviews)
"Good place to stay when you ski"
United States
Josh
The price is ฿5,391
฿5,930 total
includes taxes & fees
28 Jan - 29 Jan
Killington Mountain Lodge, Tapestry Collection by Hilton
Exterior

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (170 reviews)
"Nice place to stay if you want to travel around Vermont."
United States
Cornelia
The price is ฿5,535
฿6,088 total
includes taxes & fees
19 Jan - 20 Jan
Après Inn Killington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsfield Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Beautiful area. The ground floor room was perfect!"
Andrea 3-night trip
Posted 5 days ago
The Shire Woodstock
Cortina Inn

Cortina Inn

10/10 Excellent
"The staff was friendly, check in easy the room comfortable"
Joseph 1-night trip
Posted 1 month ago
Cortina Inn

Frequently asked questions

What's the best dog-friendly place to stay in Pittsfield?
Clear River Inn is a top dog-friendly inn, and offers a restaurant and a nightclub for its human guests.
What's the best time of year to travel to Pittsfield with my pet?
When you're travelling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.
What is there to see and do with your pet in Pittsfield?
See the local sights and visit Green Mountain National Forest and Roger Clark Memorial Central Library. While you're there, make sure you don't miss Pittsfield Town Hall.